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Letters in Organic Chemistry

Author(s): Angela Zampella, Valentina Sepe, Rosa D'Orsi and Maria Valeria D'Auria

DOI: 10.2174/1570178043400523

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Toward the Synthesis of Reidispongiolide A: An Improved Stereocontrolled Synthesis of the C23-C35 Fragment of Reidispongiolide A

Page: [308 - 312] Pages: 5

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Abstract

An improved synthesis of the C23-C35 moiety of reidispongiolide A has been completed. An intermolecular Nozaki-Hiyama-Kishi coupling was employed for the union of C23-C30 and C31-C35 fragments. A discussion on the factors influencing the stereochemical outcome of (E)-crotylboration reactions of α-methyl-βl-alkoxy aldehydes is also presented.

Keywords: reidispongiolide, antitumoral macrolides, asymmetric synthesis, diastereoselectivity, crotylboration